6 History Walking Tours in Boston Worth the Morning

1.Freedom Trail History Small Group Walking Tour

★★★★★★★★★★5.0 · 6,450 reviews · 2 hours 30 minutes (approx.) · from $35Our pick

Spend about 2.5 hours walking Boston’s full Freedom Trail with a historian guide. You’ll visit all 16 official landmarks, hear how events from 1760 to 1775 led to revolution, and finish near the North End. Guides such as Jon, Maura, Mark, and Alejandro are known for lively storytelling and thoughtful questions. Buildings are viewed from outside.

“Lots of walking but you learn so much and cut through the heart of historic Boston! Our guide Will was extremely knowledgeable and passionate on the subject!”

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2.Freedom Trail History Small Group Walking Tour

★★★★★★★★★★4.9 · 1,590 reviews · 2h 30m · from $35

Follow Boston’s Freedom Trail for 2.5 hours with an English-speaking local guide and a maximum of 15 people. You’ll visit burial grounds, meetinghouses, Faneuil Hall, Paul Revere’s home, Old North Church, and more, ending with views of the USS Constitution and Bunker Hill Monument. Guides may include Maura, Nick, Cyrus, Alejandro, or Zoe.

“Mark was an excellent guide! He really knew his history and was able to give extra bits of information he knew! Even though it was freezing (came in late Feb), it was totally worth it!”

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3.Boston Pizza Lovers Food and History Walking Food Tour

★★★★★★★★★★4.5 · 1,082 reviews · 2 hours 50 minutes (approx.) · from $69

Meet guides such as Scotty or Big Al at Modern Pastry for a nearly three-hour walking tour through Boston’s North End. You’ll sample three full-size pizza slices, hear stories about Paul Revere and Old North Church, see five Freedom Trail sites, and finish with a cannoli. Groups are capped at 12.

“Hands down one of the best tours I’ve ever been on. Scotty was great: funny, knew his history, and sprinkled in a lot of local stories. He did a great job shepherding our group through North End on a busy Saturday. My 12 year old loved it. The pizza was fantastic!”

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4.Boston History Tour: Scenic Walk Through Time & Landmarks

★★★★★★★★★★5.0 · 627 reviews · 2 hours (approx.) · from $39

Walk about 2.5 miles through central Boston with an English-speaking local guide. See Faneuil Hall, the Old State House, Boston Common, Beacon Hill, Granary Burying Ground, and the Public Garden while hearing stories about revolutionaries, architecture, and daily life. Groups cap at 16, with a private upgrade available.

“Great tour guides and perfect pace for the tour! In hot weather or busy traffic the guides kept us safe and feeling comfortable.”

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5.Boston’s North End Food and History Walking Tour

★★★★★★★★★★5.0 · 459 reviews · 3 hours (approx.)

Spend about three hours walking Boston’s North End with Paula, a longtime local guide, as you sample Italian specialties from Sicily, Naples, the Amalfi Coast, and Emilia-Romagna. The tour includes market tastings, bakery treats, a sit-down lunch with wine, cannoli, gelato, and espresso. It is capped at 10 people.

“This is a very informative and engaging tour both about the food and the history of Boston’s north end.”

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6.Beacon Hill Boston History + Photo Walking Tour (SMALL Group)

★★★★★★★★★★5.0 · 163 reviews · 1 hour 30 minutes (approx.) · from $45

Join Saba Alhadi for a 90-minute Beacon Hill walking tour limited to 15 people. You’ll photograph Acorn Street, Louisburg Square, gas lamps, flower boxes, historic doors, the Massachusetts State House, Boston Common, and the Public Garden while hearing local stories and learning simple composition tips for a phone or camera.

“Good way to see the Beacon Hill area and receive some good photo tips as well. Saba shows you the best way to use your phone or camera and will give you as much instruction as you'd like. Very pleasant and communicative. She also took some great photos of our group using our phones.”

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